Cycling holiday villas and apartments Isle of Wight

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Isle of Wight

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350 Holiday homes

Filters applied: Cycling holidays

(12) Excellent 

21

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 5 km
  • Car not necessary
“Fantastic place” Would give it 110% so clean and tidy and peaceful. There's everything you need in the chalet. Beautiful walks and scenery Looking forward to returning there again.
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from £40 / night

£240 - £425 / week

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from £40 / night

(20) Very Good 

20

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Great Walks” WE had a great time. Chalet was clean and comfortably. Walking distance to sandown beaches and town.15 min by to car to Ryde.
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from £38 / night

£225 - £475 / week

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from £38 / night

(23) Very Good 

22

Cowes holiday cottage rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“The White House” The property location is excellent, a few minutes’ walk from the high street with excellent well known supermarkets. Fantastic local eateries with no commercial coffee shop in sight, brilliant. Cowes was unexpected but I and my family
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from £85 / night

£500 - £1300 / week

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from £85 / night

Featured properties

(14) Excellent 

15

Holiday bungalow in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Great Location” Location was perfect , from initial proximity to the ferry a few minutes around the corner, to the view from the the balcony ( where we spent most of the time in the property!) particularly when the tide is in, and a very short drive t
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from £70 / night

£495 - £995 / week

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from £70 / night

(7) Very Good 

23

Holiday chalet in Ventnor

Ventnor / Niton Undercliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
“Well thought out accommodation in pretty surroundings” Stayed for two nights but wish it could have been longer. The chalet has everything you could need and nicely decorated too. There's a lot of info about the area with maps and things to do and you
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from £45 / night

£280 - £415 / week

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from £45 / night

(18) Excellent 

24

Holiday cottage in Wootton Bridge

Isle of Wight / Wootton Bridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Perfect place to relax.” Well set out on one floor, with plenty of room to chill out. We had two small dogs with us that were able to explore the garden without any worry. Although the weather wasn't very kind to us our weeks stay was most enjoyable.
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from £135 / night

£695 - £1325 / week

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from £135 / night

(19) Excellent 

22

Holiday cottage in Ryde

Ryde / Appley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £85 / night

£595 - £950 / week

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from £85 / night

(10) Excellent 

23

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Clean comfortable with beautiful views.” Wonderful chalet. Handy for beach and lovely walks. Ideal for a quieter peaceful holiday. The chalet is a good size for a family and the owner is very helpful. It is beautifully situated on the quieter side o
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from £36 / night

£250 - £450 / week

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from £36 / night

(7) Very Good 

32

Holiday home in East Cowes

Isle of Wight / East Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Nice holiday” This property well-equipped and is ideal for small family right on the waterfront lovely island to visit. we had a great holiday with plenty of things to do around the island
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from £125 / night

£595 - £1475 / week

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from £125 / night

(14) Excellent 

10

Holiday cottage accommodation

Isle of Wight / Bembridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“fantastic cottage, really homely” Stayed in Lane End Cottage in August of this year for a week and all I can say is it was fantastic. All the rooms were lovely and there was lots of space for the seven of us. Five adults and two children. We all had a
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from £72 / night

£500 - £900 / week

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from £72 / night

(14) Very Good 

23

Townhouse accommodation in Yarmouth

Yarmouth / Norton, Isle of Wight

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“This place is fantastic!” We have just spent a week at Hurst View on the Isle Of Wight, it is in an ideal spot. The ferry terminal is only 5-10mins down the road, whichwas a great stress free start to the week. The house itself is very spacious with r
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from £59 / night

£410 - £970 / week

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from £59 / night

(13) Excellent 

19

Holiday cottage in Calbourne

Isle of Wight / Calbourne

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Lovely and very well-equipped cottage” Had a great stay here during the IoW festival, it's a really comfortable property, very well-equipped and beautifully furnished. Only 10 mins to Newport but in a peaceful area surrounded by fields. We've alread
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from £100 / night

£400 - £800 / week

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from £100 / night

11

Caravan/mobile home rental in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £50 / night

£525 - £800 / week

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from £50 / night

(25) Excellent 

22

Home rental in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“family Holiday” We returned to the Isle of Wight after many years and have had the most relaxing time the accommodation was excellent and well stocked we found parking a daily challenge but so did everyone else it did not spoil the holiday and never i
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from £150 / night

£750 - £2500 / week

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from £150 / night

12

Holiday cottage in Bembridge

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £50 / night

£395 - £695 / week

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from £50 / night

(11) Excellent 

21

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly

from £115 / night

£825 / week

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from £115 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £145 / night

£675 - £1310 / week

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from £145 / night

(24) Very Good 

24

Home rental in Ventnor with golf nearby

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly
“Perfect” The condition of the house can compete with the excellent view! Kitchen, living room, bathroom, all rooms are spacious and luxurious. And Ventnor is the most outstanding place on the IOW, to our opinion.
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from £85 / night

£395 - £675 / week

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from £85 / night

(15) Very Good 

13

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

from £80 / night

£500 - £1525 / week

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from £80 / night

(9) Excellent 

23

Cowes holiday caravan/mobile home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool

from £70 / night

£365 - £750 / week

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from £70 / night

(15) Excellent 

24

Cottage rental in Totland

Totland Bay / Totland Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Spacious elegant cottage in beautiful surroundings” Little Mount was a great choice for our small family. It was spacious with a large lounge and master bedroom and well equipped. The large rambling gardens had an amazing sea view with access to the c
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from £115 / night

£750 - £985 / week

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from £115 / night

(10) Excellent 

22

Shorwell holiday cottage rental

Isle of Wight / Shorwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Brilliant” We stayed for a week and it was like a home from home, everything you could need or want. We really enjoyed our visit to the Isle of Wight and Brookside Cottage provided a lovely haven to come back to after a day exploring.
…see more

from £99 / night

£385 - £985 / week

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from £99 / night

(40) Excellent 

23

Holiday log cabin with indoor pool in Ryde

Isle of Wight / Ryde

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Lovely Break” Beautiful accommodation and setting along with very welcoming hosts. Would recommend this to anyone considering an Isle of Wight break.
…see more

from £93 / night

£650 - £1400 / week

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from £93 / night

(13) Very Good 

10

Holiday home in Gurnard

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Great little house” A lovely place to stay, all you need and very well designed and decorated. Great little spot, close to lovely cafe and beach.
…see more

from £60 / night

£385 - £1575 / week

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from £60 / night

(1) Excellent 

29

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £55 / night

£385 / week

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from £55 / night

(7) Very Good 

24

Ryde holiday apartment rental

Ryde / Appley

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Superb Apartment” This apartment is very charming and feels very homely. I felt very cosy and safe here. The apartment had everything to make your stay pleasant. Clean and fresh. My Husband and I visited with my Daughter 9 years of age. We had plenty
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from £100 / night

£395 - £765 / week

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from £100 / night

(26) Excellent 

24

Holiday tree house in Whippingham

Isle of Wight / Whippingham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“a holiday with a difference” We had a week away at the tree house and didn't tell the children (age range from 4 - 14) where we were staying Upon arrival they couldn't believe we were staying in a tree house. The walk down the path covered by bamboo
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from £150 / night

£550 - £1300 / week

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from £150 / night

(15) Excellent 

28

Holiday cottage in Brading

Isle of Wight / Brading

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Had a wonderful stay - Clean and Spacious with warm welcome by Colin and Julie” Colin and Julie gave us warmest welcome and made sure we have a comfortable stay. The house was spacious, kept very tidy and had everything we needed. It was nice to have
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from £100 / night

£600 - £850 / week

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from £100 / night

(21) Excellent 

24

Apartment rental in Shanklin

Shanklin / Old Village

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Ask owner if suitable for children
“The Courtyard...............Fantastic place!” Just spent a few glorious days at The Courtyard, Shanklin, IOW. Richard and Miriam were great hosts, providing lovely extras, tea, coffee, juice etc and also a wonderful and tasty homemade sponge cake....
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from £88 / night

£350 - £516 / week

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from £88 / night

(13) Excellent 

33

Holiday home with golf nearby in Seaview

Isle of Wight / Seaview

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Perfect holiday cottage for a young family in ideal location for exploring the Isle of Wight.” We've just returned from our holiday staying at "The Lobster Pot" with our two young girls (2 and 4 years old) and had such a fantastic holiday. The holiday
…see more

from £85 / night

£595 - £999 / week

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from £85 / night

(2) Excellent 

21

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £45 / night

£307 - £665 / week

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from £45 / night

(11) Very Good 

28

Whitwell holiday cottage rental

Isle of Wight / Whitwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Ask about pets
“We enjoyed the cottage and would return.” This was our third trip to the wonderful Isle of Wight. We enjoyed our weeks stay at the cottage and would recommend it. The cottage is like our own little holiday home, it's a bit like the owners have just
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from £80 / night

£350 - £600 / week

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from £80 / night

(10) Very Good 

12

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Mr” This was everything promised and more a lovely holiday and great value for money clean and a nice location the road on the way in was a little bumpy but that is just being picky lots of piece and quite with a lovely view
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from £33 / night

£233 - £550 / week

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from £33 / night

(12) Very Good 

9

Home rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Greta location, clean, tidy house” The location of the house was fantastic. We could access the town so easily and supermarkets and fish and chip shop were literally around the corner. The house itself was great, very clean and a well equipped kitchen
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from £96 / night

£480 - £1600 / week

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from £96 / night

(9) Excellent 

24

Holiday manor house in Wroxall

Isle of Wight / Wroxall

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly

from £300 / night

£1500 - £2850 / week

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from £300 / night

(16) Excellent 

13

Holiday bungalow in Newchurch

Sandown / Newchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Pet friendly
  • Private garden
“The perfect place for a holiday.” Wonderful hosts and the cottage was lovely, pristine clean and very comfortable, it would be very hard to think of anything that was not included for our comfort. The red squirrel visited every day and was a deligh
…see more

from £70 / night

£340 - £550 / week

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from £70 / night

(4) Excellent 

16

Holiday townhouse rental

Isle of Wight / Cowes

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary
“This place is so great we have been back again!” I have stayed here twice with extended family. The house is spacious and comfortable with great style. The property is located in a great spot with easy walking access to Cowes, a variety of shops, pubs
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from £235 / night

£900 - £4600 / week

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from £235 / night

15

Holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £35 / night

£240 - £450 / week

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from £35 / night

(5) Excellent 

27

Holiday home in Shorwell

Isle of Wight / Shorwell

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Church view” This was my second visit to this outstanding property in Shorwell. Both visits were with friends to walk, relax and explore more of the island. This year the highlight was a walk along the cliffs to the Needles. After a full day of fresh
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from £100 / night

£600 - £1400 / week

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from £100 / night

(7) Very Good 

24

Holiday home in Newport

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“What a find !” We had a fantastic week on the IoW, seven of us in total with extended family, and Yachtsman's Rest easily accommodated us all in comfort. Plenty of bathrooms, all well placed next to bedrooms or en-suite, no kids squabbling about wh
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from £150 / night

£750 - £2400 / week

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from £150 / night

1